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undefined Itinerary

Last updated: 2024 Jun 14

Exploring Portland's Landmarks and Lighthouses

Morning
Start your day with a delicious breakfast at Artemisia Cafe. Afterward, visit the iconic Portland Head Light, one of the most photographed lighthouses in the United States. Take a leisurely stroll along the scenic trails and enjoy the breathtaking views of the Atlantic Ocean.
Afternoon
Head over to Tate House Museum to explore the historic colonial-era mansion and learn about Portland's rich history. For lunch, indulge in a seafood feast at Eventide Oyster Co., known for its fresh oysters and innovative seafood dishes.
Evening
Take a sunset lighthouse cruise in Casco Bay with drinks on board. Enjoy the picturesque views of the coastline and lighthouses while sipping on your favorite beverage. For dinner, experience the culinary delights of Portland at Fore Street, a renowned farm-to-table restaurant.
Bedtime
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Portland Head Light

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Tate House Museum

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Discovering Portland's Local Culture

Morning
Start your day with a visit to Portland Old Port Culinary Walking Tour. Explore the vibrant food scene of Portland's Old Port district and sample a variety of local specialties. Afterward, take a guided history tour of the city to learn about its fascinating past.
Afternoon
Enjoy a self-guided sightseeing driving audio tour of Portland, exploring the city at your own pace. For lunch, head to Duckfat and savor their famous Belgian-style fries and gourmet sandwiches. Afterward, visit Portland Maine Tour in Vintage Fire Engine for a unique and nostalgic experience.
Evening
Immerse yourself in Portland's nightlife at Blyth & Burrows, a stylish cocktail bar inspired by the city's maritime history. Enjoy expertly crafted cocktails and a lively atmosphere. For dinner, indulge in Asian fusion cuisine at Empire Chinese Kitchen.
Bedtime
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Portland Old Port Culinary Walking Tour

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Portland, Maine Tour in Vintage Fire Engine

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Exploring Cape Elizabeth's Natural Beauty

Morning
Start your day with a scenic drive to Cape Elizabeth. Visit Fort Gorges, a historic fort located on an island in Casco Bay. Take a guided tour to learn about its fascinating history. Afterward, explore the beautiful Eastern Promenade and enjoy panoramic views of the coastline.
Afternoon
Head to Casco Bay for a relaxing boat tour of the bay. Marvel at the picturesque islands, lighthouses, and wildlife. For lunch, enjoy a picnic at one of the scenic spots along the coast. Afterward, visit Rising Tide Brewing Company for a tasting of their craft beers.
Evening
Return to Portland and unwind at The Thirsty Pig, a popular craft beer bar with a wide selection of local and international brews. For dinner, savor the flavors of Maine at Scales, a seafood-focused restaurant known for its fresh and sustainable ingredients.
Bedtime
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Fort Gorges

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Eastern Promenade

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Casco Bay

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Rising Tide Brewing Company

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Shopping and Outdoor Adventure in Freeport

Morning
Take a day trip to Freeport, known for its outlet shopping. Explore the Kittery Premium Outlets and indulge in some retail therapy. For breakfast, grab a bite at The Holy Donut and enjoy their famous handmade donuts.
Afternoon
Embark on an outdoor adventure at Wolf Neck Woods State Park. Take a hike through the scenic trails and enjoy the tranquility of nature. For lunch, head to Baharat North and savor their Middle Eastern-inspired cuisine.
Evening
Return to Portland and relax at The Tree House, a cozy bar with a wide selection of craft beers and cocktails. For dinner, experience the flavors of the Mediterranean at Evo by Skye.
Bedtime
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Kittery Premium Outlets

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Farewell to Portland

Morning
Start your day with a visit to Portland Best of Maine Lighthouse Scenic Cruise. Explore the stunning lighthouses along the coast and learn about their history. For breakfast, enjoy a delicious meal at The Honey Paw, known for its creative Asian-inspired dishes.
Afternoon
Discover the local brewery scene on a guided bus tour. Visit New England Distilling and Rising Tide Brewing Company for tastings of their craft spirits and beers. For lunch, head to Nosh Kitchen Bar and indulge in their gourmet comfort food.
Evening
End your trip with a memorable dinner at Central Provisions, a renowned restaurant offering innovative small plates. Afterward, visit Portland Hunt + Alpine Club for a nightcap and enjoy their craft cocktails in a cozy atmosphere.
Bedtime
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Portland Best of Maine Lighthouse Scenic Cruise

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New England Distilling

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Rising Tide Brewing Company

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